N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]quinoline-6-carboxamide

ID: ALA3717713

PubChem CID: 58965404

Max Phase: Preclinical

Molecular Formula: C22H21N3O2

Molecular Weight: 359.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNC(=O)c1ccc2ncccc2c1)NC1CCCc2ccccc21

Standard InChI:  InChI=1S/C22H21N3O2/c26-21(25-20-9-3-6-15-5-1-2-8-18(15)20)14-24-22(27)17-10-11-19-16(13-17)7-4-12-23-19/h1-2,4-5,7-8,10-13,20H,3,6,9,14H2,(H,24,27)(H,25,26)

Standard InChI Key:  MBGWYGHZHAXUFZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995    2.9981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003    3.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385    3.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042    5.9961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9073    7.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082    8.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8691    8.0987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137    9.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5318   10.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5181    7.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8180    8.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8248    9.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1246   10.4739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4176    9.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4108    8.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1110    7.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 23  2  0
 22 21  2  0
 21 17  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3717713

   N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]quinoline-6-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 359.43

Molecular Weight (Monoisotopic): 359.1634

AlogP: 3.16

#Rotatable Bonds: 4

Polar Surface Area: 71.09

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.59

CX Basic pKa: 4.02

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -1.26

References

1.  (2007)  Tao Kinase Modulators And Method Of Use, 

Source

Source(1):

• Patent Bioactivity Data